Practical large scale synthesis of half-esters of malonic acid

Chemical and Pharmaceutical Bulletin

Volumn 57, Issue 5, 2009, Pages 508-510

  Niwayama, Satomi ^a   Cho, Hanjoung ^a  

^a TEXAS TECH UNIVERSITY   (United States)

Author keywords

Green chemistry; Half ester; Monoalkyl malonate; Selective monohydrolysis

Indexed keywords

MALONIC ACID DERIVATIVE; MONOETHYL MALONATE; MONOMETHYL MALONATE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CHEMICAL STRUCTURE; HYDROLYSIS; HYDROPHOBICITY; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

ESTERS; MALONATES; MOLECULAR STRUCTURE;

EID: 65949104282     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.57.508     Document Type: Article

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26. Under comparable conditions on a 0.12 mol-scale with a reaction time of 1 h, we have also obtained the half-esters of dimethyl methyl malonate and diethyl methyl malonate in 90% and 83% yields, respectively.
27. Under the same pressure, 6.55 g (4%) of dimethyl malonate was collected at 45°C, and 1.31 g (1%) of malonic acid remained after the distillation.
28. Under the same pressure, 5.60 g (4%) of diethyl malonate was collected at 43°C, and 4.79 g (6%) of malonic acid remained after the distillation.